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High yield synthesis of 4H-1,4-benzothiazine-1,1-dioxide derivatives

✍ Scribed by Stefania De Montis; Claudia Fattuoni; Enzo Cadoni; Maria G. Cabiddu; Michele Usai; Salvatore Cabiddu

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
355 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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4__H__‐1,4‐Benzothiazine‐1,1‐dioxide derivatives were synthesized through a sequence of almost quantitative reactions. The commercial starting material 2‐(methylsulfanyl)aniline was Boc‐protected, N‐acylated and oxidized at the sulfur atom to obtain a sulfonyl derivative. An anionic transposition of the acyl group followed by asimultaneous deprotection‐cyclization gave the title products in excellent yields. All products and intermediates were fully characterized.

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